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dc.contributor.authorAitken, R. Alan
dc.contributor.authorHenderson, Sarah
dc.contributor.authorSlawin, Alexandra M. Z.
dc.date.accessioned2019-03-20T00:38:15Z
dc.date.available2019-03-20T00:38:15Z
dc.date.issued2018-07-11
dc.identifier252505516
dc.identifier341445c1-1611-4473-9793-c40b0b7dc83f
dc.identifier85044248419
dc.identifier000438136100007
dc.identifier.citationAitken , R A , Henderson , S & Slawin , A M Z 2018 , ' Structure and thermal reactivity of some 2-substituted 1,3-oxathiolane S-oxides ' , Journal of Sulfur Chemistry , vol. 39 , no. 4 , pp. 422-434 . https://doi.org/10.1080/17415993.2018.1449844en
dc.identifier.issn1741-5993
dc.identifier.otherORCID: /0000-0001-6959-5311/work/42954157
dc.identifier.otherORCID: /0000-0002-9527-6418/work/56862031
dc.identifier.urihttps://hdl.handle.net/10023/17319
dc.description.abstractIsomerisation of 2-benzylidene-1,3-dioxolane to 3-phenylbutyrolactone occurs readily under flash vacuum pyrolysis (FVP) conditions. 2-Diphenylmethyl-1,3-oxathiolane and 2-benzyl-1,3-oxathiolane have been prepared and the latter compound has been oxidised to the corresponding sulfoxide, whose structure and conformation is examined by 1H NMR, and to the sulfone whose X-ray structure is determined. 2-Benzylidene-1,3-oxathiolane is also prepared and the behaviour of the three S-oxidised oxathiolane derivatives upon FVP is examined. While extrusion of SOn to give ethene and a carbonyl compound predominates in all three cases, the sulfoxide also gives bis(2-hydroxyethyl) disulfide, most likely formed via thiirane S-oxide and 1,2-oxathietane.
dc.format.extent13
dc.format.extent318413
dc.format.extent2332660
dc.format.extent234278
dc.format.extent303905
dc.language.isoeng
dc.relation.ispartofJournal of Sulfur Chemistryen
dc.subject1,3-oxathiolaneen
dc.subjectPyrolysisen
dc.subjectSulfoxideen
dc.subjectSulfoneen
dc.subjectX-ray structureen
dc.subjectQD Chemistryen
dc.subjectDASen
dc.subject.lccQDen
dc.titleStructure and thermal reactivity of some 2-substituted 1,3-oxathiolane S-oxidesen
dc.typeJournal articleen
dc.contributor.institutionUniversity of St Andrews. School of Chemistryen
dc.contributor.institutionUniversity of St Andrews. EaSTCHEMen
dc.identifier.doi10.1080/17415993.2018.1449844
dc.description.statusPeer revieweden
dc.date.embargoedUntil2019-03-20


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